Polar Diels–Alder reaction of isoprene toward 2-bromocyclobutenone followed by a subsequent sodium hydroxide-assisted ring contraction reaction. A regio- and stereoselectivity and molecular mechanism study using DFT

Abstract

The polar Diels–Alder reaction of isoprene toward 2-bromocyclobutenone followed by a stepwise Favorskii ring contraction reaction generates carane as the final product.